To all who have read my previous two submissions and been left disappointed by my not finishing the trilogy, you have my apologies. I thank you all for your feedback. I do intend on writing the final instalment as soon as I can. In the mean time, this particular story I absolutely had to write immediately. It is a true account, and one I will always remember. I hope you enjoy it.
*****
The shrill trilling of my alarm awoke me from a very deep sleep. Turning off the alarm I wondered if perhaps I had dreamt the events of the previous night. I swung my legs out of bed and began to dress. The button fly on my jeans was completely undone and my mind flashed back to the meeting, when he had leant down, his hand reaching between my legs to unbuckle me as I knelt before him. I knew then that last night was no dream. It had happened. More recollections surged to the surface of my consciousness. I continued dressing, feeling myself growing hard as my mind replayed what had happened...
About a month or so ago I had signed up to an online swinging website. In the remote area where I lived, my lusts were going unrequited. On a regular basis I would find myself fantasising about various scenarios. Particularly of being dominant with a woman and being dominated by a woman. Of dominating a man and being dominated by a man. Invariably these fantasies involved great amounts of teasing and edging; a particular kink of mine. I listed myself as bi-curious on my new profile, as I was exactly that. I had very little experience with men, however. A very short time of seeing a trans woman was my only foothold on this particular mountain of sexuality. Even then, that was with limited sexual interaction. She was more than happy to be be my oral slave, and, being acutely aware of how new it all was to me, she never pushed me to do anything. Unfortunately we drifted apart before I could muster the nerve to reciprocate, much to my later chagrin. Such ideas had stayed with me, though. It had become one of my go-to fantasies when I'd lie in bed at night and stroke myself. Without failure it would make me cum faster than other fantasies I had. I wanted a cock to suck.
Back to the swinger's website. For the last few days I had been in a state of unrelenting horniness. Sex occupied almost my every waking thought. There seemed to be a constant wetness in my boxers where pre-cum had pooled and dribbled down my upper thigh. It came to a head (ho ho) yesterday. Towards late evening I found myself browsing through the list of local users on the website. Usually I searched for women and couples, but this time I selected options to search for men and TS/TV users. Both out of curiosity, and because my cock-sucking fantasy had been rattling around in my head again. I scrolled down the list of search results, which had little exciting to offer. One profile caught my eye, though. His picture showed a slim man of 45 from stomach to mid-thigh wearing a short, tight black dress. The skirt was hiked up to show a pair of silky panties that had been pulled outside to expose his cock. It was a beautiful cock to look at. Not too big, not too small - just right - and hairless. It made my mouth water and I breathed a low, "Fuuuck..." when I saw it. I clicked on his profile and discovered he lived not too far from where I did. There were more pictures of him, too. Him in various sexy outfits and underwear, showing his cock or his bum, often with a buttplug placed deep inside. My cock was twitching, spurred by my imagining my lips wrapped around his shaft. I felt compelled to send him a message. A short one, simply saying that I thought he had a very enticing dick. I didn't expect a response - the vagaries of initiating contact on a swinger's website, as I had come to find. I was surprised when, a few minutes later, a notification popped up that I had a new message. It was from him:
"Thank you. Am home alone aswell x."
For reasons unknown to me the response made my pulse quicken, and once again I felt a stirring in my underwear. However, it also made me a bit apprehensive. I didn't think I was confident enough to go to someone's home without having met them somewhere public first - the way I do when meeting anyone from the internet. I typed a message saying as much to him, on impulse adding that I'd be happy to meet him somewhere outside and - with feelings of lust coursing through me with evermore fervency - that I'd like to see him stroke himself in front of me. As I was about to send it, another impulse made me type:
"I might even help you out if you're a good boy..."
I clicked the send button before I could give myself a chance to reconsider. His reply was swift, albeit disappointing. He had no means of transport, but said there was a place near his we could meet. Unfortunately the location wasn't to my liking. I politely declined, but my libido was kicking in. In my reply I mentioned that I loved how hairless he was in his photos and asked if he was like that right then. His reply was that he could be if I wanted him to be, and that he lived alone. The hour was growing later and I was unsure. I asked him what time he would be awake until, and his response really set my imagination going:
"Am awake till you want me. Will be dressed like this x"
With the message was an address and several photos of him in a woman's dress and underwear, a mask covering his head, his lips sucking suggestively on a clear dildo. I stared at the photos for a little while, realising with a start that I was stroking myself through my jeans - and that I hadn't replied. I hastily typed a message asking if he'd wear the mask and lipstick for me, my mind racing around the possible outcomes of the evening. My libido, now in full swing, climbed further when he responded that he would. I then asked if the address was his - it was. I needed to have a think, so I rolled myself a cigarette and went outside to smoke it.
As I sat down in the garden chair, my hand immediately strayed to my cock. I squeezed myself through my jeans, feeling how hard I was, the sensation sending ripples of pleasure through me. I couldn't stop thinking about the pictures he had sent. How much I wanted to get on my knees and have his cock part my lips. Feel him push his way to the back of my throat, my tongue dancing over the underside of his head. I imagined the slurping sounds I would make. The popping sounds as his cock left my mouth. I wriggled in my seat and my resolution firmed. I decided then how I wanted to do this. It would be on my terms or not at all. I wanted to be in control. Of the situation. Of him. Of his cock. After all, he had seemed to like my calling him a good boy. I finished my cigarette and went back inside.
I sent him a message saying that if we were to meet tonight, there would be no talking on his part except for the responses of, "yes", "no", or "maybe" to anything I might ask. That I wanted no greetings or goodbyes. That I wanted him to be wearing a dress with a short hemline. That I wanted him hairless. That I wanted him wearing the mask I had seen in a picture, and to be wearing lipstick. I told him I wouldn't be having anal sex with him. That I was going to tease him. With my hands, and - again - if he was a good boy, with my mouth. That he should be ready for all of this. I asked him if he agreed. He replied swiftly, almost eagerly, I felt, that he did, and that he would leave the back door of his house ajar. To let myself in and find him in the kitchen. Again my pulse quickened, my cock hardening, and I began imagining exactly what I was going to do to him. I get these moments of sexual clarity. I can be dominant, and I love teasing, and when the clarity arrives, I envisage exactly what I want to do with someone to maximise how turned-on we'll both be and how much pleasure we'd get out of it. And how much I can leave them wanting more... A plan formed in my mind.